(2Z)-2-[2-[tert-butyl(dimethyl)silyl]oxyethylidene]pentane-1,3-diol | 537684-36-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: (2Z)-2-[2-[tert-butyl(dimethyl)silyl]oxyethylidene]pentane-1,3-diol
• CAS: 537684-36-9
• 化学式: C₁₃H₂₈O₃Si
• 分子量: 260.449
• InChiKey: ZZXLWFFHKGZZJX-FLIBITNWSA-N

物化性质

• 沸点：
  332.8±42.0 °C(Predicted)
• 密度：
  0.950±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (2Z)-2-[2-[tert-butyl(dimethyl)silyl]oxyethylidene]pentane-1,3-diol 在 4-二甲氨基吡啶 、 氢氟酸 作用下， 以 吡啶 为溶剂， 生成 Acetic acid (Z)-2-acetoxymethyl-1-ethyl-4-hydroxy-but-2-enyl ester
  参考文献：
  名称：

  On the construction of 2-substituted 1,4-diacetoxybutadiene moiety: application to the synthesis of (±)-caulerpenyne

  摘要：

  The synthesis of 2-substituted 1,4-diacetoxybutadiene derivatives with a partial control of stereochemistry is described from two potentially precursor enals by a judicious choice of experimental conditions (Ac2O/DMAP in Et3N). These conditions have been successfully applied in the first total synthesis of caulerpenyne. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00235-1
• 作为产物：
  描述：

  丁炔二醇 、 叔丁基二甲基氯硅烷 、 丙醛 生成 4-(tert-butyldimethylsilyloxy)-2-butyn-1-ol 、 (E)-4-(叔丁基二甲基甲硅烷基氧基)-2-丁烯-1-醇 、 (2Z)-2-[2-[tert-butyl(dimethyl)silyl]oxyethylidene]pentane-1,3-diol
  参考文献：
  名称：

  On the construction of 2-substituted 1,4-diacetoxybutadiene moiety: application to the synthesis of (±)-caulerpenyne

  摘要：

  The synthesis of 2-substituted 1,4-diacetoxybutadiene derivatives with a partial control of stereochemistry is described from two potentially precursor enals by a judicious choice of experimental conditions (Ac2O/DMAP in Et3N). These conditions have been successfully applied in the first total synthesis of caulerpenyne. (C) 2003 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(03)00235-1

文献信息

• On the construction of 2-substituted 1,4-diacetoxybutadiene moiety: application to the synthesis of (±)-caulerpenyne
  作者：Laurent Commeiras、Maurice Santelli、Jean-Luc Parrain

  DOI：10.1016/s0040-4039(03)00235-1

  日期：2003.3

  The synthesis of 2-substituted 1,4-diacetoxybutadiene derivatives with a partial control of stereochemistry is described from two potentially precursor enals by a judicious choice of experimental conditions (Ac2O/DMAP in Et3N). These conditions have been successfully applied in the first total synthesis of caulerpenyne. (C) 2003 Elsevier Science Ltd. All rights reserved.